It is often argued that biodiversity and ecosystem functioning are linked by both habitat and species composition and that this relationship is particularly critical for mobile ecosystem service providers. This may be especially true for pollinators, which are essential for the reproduction of the majority of flowering plant species, are highly mobile, and can exhibit dramatically different foraging behaviors across ecosystems. Understanding how habitat and community composition impact pollination is especially relevant in urban environments where pollinators can promote food security. We examined the relationships between local resource density, landscape composition, pollinator abundance and richness, and pollination services in an urban agricultural system spanning >125 km of the California central coast. We used a replicated, experimental approach to evaluate the reproductive success of jalapeño peppers across urban gardens and conducted a greenhouse experiment to evaluate the benefits of insect-mediated pollination to pepper reproduction. In the greenhouse, we found that jalapeño fruit weight and seed number were significantly greater with insect-mediated pollination than without. In the field, we found that jalapeño seed number increases significantly with herbaceous (weed, crop, and ornamental) plant richness and the number of perennial trees and shrubs at the site level, but decreased with the amount of natural landscape cover. We also found that higher pollinator richness enhanced seed number in floral-dense gardens, likely due to the greater functional complementarity of a more diverse pollinator community. Furthermore, there was a positive relationship between pollinator abundance and seed number, but it weakened in gardens with more flowers, likely through lower per-plant pollinator visitation in the presence of competing floral resources. As in past studies, we found that mulch had a negative impact on pollinator abundance, highlighting that abiotic factors commonly managed by gardeners can directly impact ecosystem service providers. This study demonstrates that local conditions can significantly influence ecosystem service provision and that urban gardeners need to optimize for both pollinator richness and floral resource availability to achieve optimal pollination.